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AI-Enhanced Technical Support Engineer II

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Flywire
Full Time position
Listed on 2026-10-15
Job specializations:
  • IT/Tech
    IT Support, Technical Support, Cybersecurity
Salary/Wage Range or Industry Benchmark: 69000 - 98000 USD Yearly USD 69000.00 98000.00 YEAR
Job Description & How to Apply Below

Flywire seeks a Technical Support Engineer II to join our hybrid Chicago team, supporting SFS, eStore, and TPI products across the U.S. and Canada. You will troubleshoot complex issues, leverage AI tools for efficiency, and collaborate with cross-functional teams to improve product reliability.

The role requires 3–5 years in technical support engineering, strong SQL/Regex skills, and a BS in engineering or science. Excellent communication and a detail-oriented mindset are essential.

This opportunity is for the AI-Enhanced Technical Support Engineer II role at Flywire.

This posting is for the AI-Enhanced Technical Support Engineer II role at Flywire, based in Chicago, IL, United States.

We are looking to fill the AI-Enhanced Technical Support Engineer II position at Flywire in Chicago, IL, United States.

The AI-Enhanced Technical Support Engineer II role at Flywire is now open for applications in Chicago, IL, United States.

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